Copper-catalyzed asymmetric ring opening of oxabicyclic alkenes with organolithium reagents

被引:68
作者
Bos, Pieter H. [1 ]
Rudolph, Alena [1 ]
Perez, Manuel [1 ]
Fananas-Mastral, Martin [1 ]
Harutyunyan, Syuzanna R. [1 ]
Feringa, Ben L. [1 ]
机构
[1] Univ Groningen, Stratingh Inst Chem, NL-9747 AG Groningen, Netherlands
关键词
GRIGNARD-REAGENTS; ALKYL HALIDES; STEREOCONTROL; COMPOUND; CARBENES;
D O I
10.1039/c2cc16855c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A highly efficient method is reported for the asymmetric ring opening of oxabicyclic alkenes with organolithium reagents. Using a copper/chiral phosphoramidite complex together with a Lewis acid (BF3 center dot OEt2), full selectivity for the anti isomer and excellent enantioselectivities were obtained for the ring opened products.
引用
收藏
页码:1748 / 1750
页数:3
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